katy ripp

I TALK ABOUT THE STUFF WE'RE ALL THINKING ABOUT

Failure. Reinvention. Changing your mind. Starting over. Becoming someone new. And figuring out what to do when the life you built doesn’t fit anymore.

WRITER | ENTREPRENEUR | SPEAKER

Katy Ripp brings humor, honesty and a whole lot of lived experience to conversations about change, identity, failure and building a life that actually fits. Her talks feel less like being lectured from a stage and more like having the conversation everyone in the room was already dying to have.

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TALKS / WORKSHOPS / CONVERSATIONS

STORIES ABOUT THE MESSY MIDDLE OF BECOMING.

I speak about the moments when the old way stops working but the new way hasn’t quite revealed itself yet. Failure. Reinvention. Identity. Changing your mind. Starting over. And the sometimes terrifying realization that you’re allowed to want something different.

My goal isn’t to stand on a stage and tell people how to live. It’s to tell the truth about what I’ve learned, make people laugh, and leave them thinking, Oh thank God, it’s not just me.

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TALKS I KEEP COMING BACK TO

Every audience is different, and I’m happy to shape a conversation around the room. But these are a few subjects I could talk about all damn day.

MY SECOND FAVORITE F WORD: FAIL

What if failure isn’t proof you did it wrong, but proof you were willing to try? A funny, honest look at the things that don’t work, what they teach us, and why failing might be one of the most useful things we ever get good at.

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BUILDING A LIFE THAT ACTUALLY FITS

It’s possible to build exactly the life you thought you wanted and realize you don’t want to live in it anymore. A conversation about identity, reinvention, and giving yourself permission to stop performing the life that looks right and start creating the one that feels right.

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THE MULTI-PASSIONATE LIFE

You were never bad at picking a lane. You just needed more lanes. A celebration of curious, multi-passionate people and a different way to think about success, purpose, and building a life big enough to hold everything that makes you come alive.

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YOU’RE ALLOWED TO CHANGE YOUR MIND

We’re taught to finish what we start, stick it out, and never quit. But what happens when the thing you worked so hard to build no longer fits? A conversation about knowing when to keep going, when to let go, and trusting yourself enough to know the difference.

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FOR your ROOM

Format

Keynotes, workshops, panels, retreats, moderated conversations, and intimate gatherings. Talks can be adapted to fit your audience, event, and the amount of time we have together.

Audience

Especially at home in rooms full of women, entrepreneurs, creatives, leaders, and people figuring out what comes next. If your audience is navigating change, reinvention, failure, identity, or building something new, we’ll probably have plenty to talk about.

Availability

Based in Madison, Wisconsin and happy to travel for the right room. Speaking fees vary by event, format, customization, location, and travel requirements.

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RECENT STAGES + CONVERSATIONS:

DreamBank
HER Network
Co-Create & Connect
madison mastermind starting block

RECENT STAGES + CONVERSATIONS: DreamBank | HER Network | Co-Create & Connect | madison mastermind | starting block

“I had so many notes, wisdom nuggets, and moments where I was like OMG Katy, that is a great quote!!!”

My Second Favorite F Word: Fail • HERNetwork @ Starting Block • Madison, Wisconsin

— Dawn Mullarney, The Unique Connector

“I loved hearing your talk at your
Co-create and Connect event and we would love to have you speak again.”

Price What You're Worth, Then Add Tax • CoCreate & Connect • Madison, Wisconsin

— Annika Schulz, Membership Director, The Madison Club

— Xenette McKiernan

“Thank you for such a powerful talk this morning at DreamBank. Your insight on ‘work-life balance is a myth—it all comes down to values and boundaries’ hit me like a lightning bolt.”

Small Wins, Big Impact • American Family Dream Bank • Madison, Wisconsin

IF YOU’RE PLANNING A ROOM WHERE PEOPLE ARE READY TO THINK, LAUGH, AND MAYBE CHANGE THEIR MINDS, I’D LOVE TO BE IN IT.

let's talk about your event

Tell me a little about what you’re planning, who will be in the room, and what you’d love for them to walk away thinking about. I’ll get back to you with availability, speaking options, and next steps.

Every Monday morning, I send one honest letter about midlife, reinvention, Storybook Hill, sobriety, slow living, and the messy process of becoming more yourself.

No productivity hacks. No manufactured urgency. No pretending certainty comes first.

Just a thoughtful place to land before the week gets loud.

Join 550+ women who have made Mondays something worth opening again.

Every Monday morning, I send one honest letter about midlife, reinvention, Storybook Hill, sobriety, slow living, and the messy process of becoming more yourself.
No productivity hacks. No manufactured urgency. No pretending certainty comes first.
Just a thoughtful place to land before the week gets loud.

Join 550+ women who begin their week here.

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